The quiet resort end near Higgs Beach and the Southernmost Point, where oceanfront dining rooms catch the Atlantic breeze off Waddell Avenue.
Louie's Backyard stacks oceanfront decks above the Atlantic at Waddell Avenue in Key West, serving island fare with the Afterdeck bar right on the water.
Order: Conch fritters on the Afterdeck, then the daily catch upstairs
Tip: The Afterdeck pours until late even when the dining room is booked out; Louie's takes its holiday in September.
Key West Artisan Market gathers culinary vendors, produce and island makers in the Higgs Beach car park on select Sundays from October to April.
Tip: The season runs select Sundays from October to April, so check the posted dates before you go; bring a reusable bag and a bike.